
Congratulations. Your Product Has AI. Now Tell Me Why I Should Care.
Six buyers sit around the table at a bank and none of them woke up wanting to buy AI. How to talk about your technology in terms of what it changes.
Ask anyone in your building to walk from pipeline to bookings out loud. If the room goes quiet, you have found the problem, and it usually is not the reps.

"What's the multiplier?"
I went through Pavilion's CRO School earlier this year, and one week our instructor, Karl Ortmanns, told a story I recognized instantly. He joins a company as the sales leader, looks at the bookings number, and asks one question. What's the multiplier?
The room went quiet. He said it felt like speaking a different language.
I have been in that room. More than once, and on both sides of it.
That silence is the whole diagnosis. If nobody in your building can walk from pipeline to bookings out loud, you don't have a forecast. You have a wish with a due date.
Twenty years, most of it selling technology into banks and credit unions. Velocity Solutions, Apiture, Haberfeld. I have hired reps, fired reps, and inherited teams that were already broken before I got there.
Here is the pattern. A company misses the number. Everyone in the room decides the team isn't hungry enough. Somebody suggests hiring a closer with relationships at the big banks.
Almost every time, the reps are fine.
What is broken is the arithmetic underneath them, and you can usually find it in about an hour.
Ask what win rate your plan assumes. Then ask where that number came from.
If the answer is "that's what we did last year" and last year was twelve deals, you don't have a win rate. You have an anecdote.
Say your real number is 25%. At 25% I want 4x coverage before I will sign up for anything. 5x before I sleep well. If you are sitting at 2x and calling it a stretch goal, you are describing a miss with a longer runway.
Then attainment. Build a plan where every rep hits 100% of quota and you have baked the shortfall in on day one. Nobody has ever run a team where everyone hit. I model 77 to 80% and I have never regretted it.
Ten reps carrying $600K each is not $6M of capacity. It is about $4.7M. That gap is the argument you are going to have with your board in Q3.
Coverage or conversion?
They look identical on a dashboard and they need opposite fixes. Coverage means you cannot create enough at the top. Conversion means you create plenty and lose it in the middle. Teams burn whole quarters solving the wrong one.
One question settles it. If we doubled your leads tomorrow, would bookings double?
If the honest answer is no, stop buying leads.
Cycles here run seven to nine months. Longer when a core integration is involved.
So when a plan gives a new rep a three month ramp and expects production in month four, I have one question. What pipeline is that rep working? Deals they sourced before they were hired?
A rep who starts in January produces in October at the earliest, and only if nothing sits in security review for six weeks.
This is the most common error I see in fintech revenue models and it is almost never anyone's fault. Somebody built the plan on SaaS benchmarks from a company with a forty five day cycle. Those benchmarks do not survive contact with a bank.
Your champion loves it. The demo went well. He says the next step is just getting it through vendor management.
That deal is now four to twenty weeks from closing and nobody on your team has planned for a single day of it.
Banks are regulated on their third parties, so vendor management is a second sale to a person who has never met you. They are not evaluating whether your product is good. Your champion already did that. They are working out whether onboarding you creates regulatory exposure for the bank.
They will want a SOC 2 Type II that has not expired. Financial statements. Your business continuity plan. Your own vendor list, because your subprocessors become their fourth parties. A security questionnaire somewhere between forty and three hundred questions long.
If you are a Series A company and half of that does not exist yet, the deal does not die. It stops quietly, while your champion slowly gets tired of fighting for you internally.
Ask about it on the second call. Not the last one.
Run 625 leads through a real funnel. 30% to a meeting, 60% of those to an opportunity, 40% of those to close. That is 187 meetings, 112 opportunities, 45 deals. At about $9,300 average you land near $420K of bookings.
The target was $545K.
There it is. No opinions, no dashboards, no debate about whether the team is hungry enough. A $125K hole sitting in plain arithmetic where anyone could have seen it.
And now you are having a different conversation. Either you cannot create enough demand or you cannot convert what you create. Both are fixable. Sales, marketing and product end up looking at one sheet instead of three dashboards, arguing about the same number.
Take an hour. Write down five things.
Your number. Your raw pipeline against it. Your real win rate. Your assumed attainment. Your average cycle length.
Multiply it out. If it clears your target at 4x coverage, you have a plan. If it does not, you have found the gap eleven months before it finds you, which is the only time it is cheap to fix.
That gap is the job. Not the number. The gap.
Twenty plus years in and I still run this on the back of an envelope before I say yes to anything. It has never once failed to tell me something the deck did not.

Fractional CRO & Chief Growth Officer · GTM Advisor
Mark Solano is a revenue operator with 20+ years building and fixing sales systems for fintech and B2B SaaS companies. He has led sales organizations from seed to scale, rebuilt broken pipelines, and helped companies achieve predictable, repeatable revenue growth.
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